DE1543679B2 - Verfahren zum abtrennen von hexamethylendiamin aus der bei der hydrierung von adipinsaeuredinitril in gegenwart von ammoniak anfallenden reaktionsloesung - Google Patents
Verfahren zum abtrennen von hexamethylendiamin aus der bei der hydrierung von adipinsaeuredinitril in gegenwart von ammoniak anfallenden reaktionsloesungInfo
- Publication number
- DE1543679B2 DE1543679B2 DE19661543679 DE1543679A DE1543679B2 DE 1543679 B2 DE1543679 B2 DE 1543679B2 DE 19661543679 DE19661543679 DE 19661543679 DE 1543679 A DE1543679 A DE 1543679A DE 1543679 B2 DE1543679 B2 DE 1543679B2
- Authority
- DE
- Germany
- Prior art keywords
- ammonia
- hydrogenation
- hexamethylenediamine
- hydrogen
- reaction solution
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 title claims description 57
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 title claims description 38
- 229910021529 ammonia Inorganic materials 0.000 title claims description 26
- 238000005984 hydrogenation reaction Methods 0.000 title claims description 18
- 238000006243 chemical reaction Methods 0.000 title claims description 6
- 238000000034 method Methods 0.000 title claims description 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 12
- 239000001257 hydrogen Substances 0.000 claims description 12
- 229910052739 hydrogen Inorganic materials 0.000 claims description 12
- 238000000926 separation method Methods 0.000 claims description 11
- 239000000203 mixture Substances 0.000 claims description 9
- BTGRAWJCKBQKAO-UHFFFAOYSA-N adiponitrile Chemical compound N#CCCCCC#N BTGRAWJCKBQKAO-UHFFFAOYSA-N 0.000 claims description 8
- 239000007791 liquid phase Substances 0.000 claims description 6
- 239000003054 catalyst Substances 0.000 claims description 4
- 239000007792 gaseous phase Substances 0.000 claims description 3
- 239000011541 reaction mixture Substances 0.000 claims description 2
- 239000007788 liquid Substances 0.000 description 7
- 239000000126 substance Substances 0.000 description 6
- 239000007789 gas Substances 0.000 description 5
- 238000004821 distillation Methods 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 230000000704 physical effect Effects 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 229910017052 cobalt Inorganic materials 0.000 description 2
- 239000010941 cobalt Substances 0.000 description 2
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 2
- 150000002431 hydrogen Chemical class 0.000 description 2
- 238000005204 segregation Methods 0.000 description 2
- 238000010626 work up procedure Methods 0.000 description 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 239000004677 Nylon Substances 0.000 description 1
- 238000010924 continuous production Methods 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000012263 liquid product Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 238000011144 upstream manufacturing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
- C07C209/44—Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of carboxylic acids or esters thereof in presence of ammonia or amines, or by reduction of nitriles, carboxylic acid amides, imines or imino-ethers
- C07C209/48—Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of carboxylic acids or esters thereof in presence of ammonia or amines, or by reduction of nitriles, carboxylic acid amides, imines or imino-ethers by reduction of nitriles
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1201/65A GB1118911A (en) | 1965-01-11 | 1965-01-11 | Process for the manufacture of hexamethylene diamine |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE1543679A1 DE1543679A1 (de) | 1969-10-09 |
| DE1543679B2 true DE1543679B2 (de) | 1976-07-01 |
Family
ID=9717918
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19661543679 Pending DE1543679B2 (de) | 1965-01-11 | 1966-01-10 | Verfahren zum abtrennen von hexamethylendiamin aus der bei der hydrierung von adipinsaeuredinitril in gegenwart von ammoniak anfallenden reaktionsloesung |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US3398195A (enrdf_load_stackoverflow) |
| BE (1) | BE674973A (enrdf_load_stackoverflow) |
| CH (1) | CH473083A (enrdf_load_stackoverflow) |
| DE (1) | DE1543679B2 (enrdf_load_stackoverflow) |
| FR (1) | FR1463409A (enrdf_load_stackoverflow) |
| GB (1) | GB1118911A (enrdf_load_stackoverflow) |
| NL (1) | NL6600260A (enrdf_load_stackoverflow) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2312591C3 (de) * | 1973-03-14 | 1982-05-06 | Basf Ag, 6700 Ludwigshafen | Herstellung von Hexamethylendiamin |
| US9073867B2 (en) | 2011-04-09 | 2015-07-07 | Amyris, Inc. | Process for preparing caprolactam and polyamides therefrom |
| WO2014099607A1 (en) | 2012-12-18 | 2014-06-26 | Invista Technologies S.A. R. L. | Integrated process for hexamethylenediamine production |
| WO2025119889A1 (en) | 2023-12-07 | 2025-06-12 | Basf Se | Process for manufacturing an aliphatic diamine |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3193472A (en) * | 1963-01-07 | 1965-07-06 | Monsanto Co | Process for the purification of hexamethylenediamine |
-
1965
- 1965-01-11 GB GB1201/65A patent/GB1118911A/en not_active Expired
-
1966
- 1966-01-04 CH CH5966A patent/CH473083A/de not_active IP Right Cessation
- 1966-01-10 US US519576A patent/US3398195A/en not_active Expired - Lifetime
- 1966-01-10 DE DE19661543679 patent/DE1543679B2/de active Pending
- 1966-01-10 NL NL6600260A patent/NL6600260A/xx unknown
- 1966-01-11 FR FR45481A patent/FR1463409A/fr not_active Expired
- 1966-01-11 BE BE674973D patent/BE674973A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| FR1463409A (fr) | 1966-12-23 |
| BE674973A (enrdf_load_stackoverflow) | 1966-07-11 |
| US3398195A (en) | 1968-08-20 |
| DE1543679A1 (de) | 1969-10-09 |
| GB1118911A (en) | 1968-07-03 |
| NL6600260A (enrdf_load_stackoverflow) | 1966-07-12 |
| CH473083A (de) | 1969-05-31 |
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